Short term wagers can be made on predicted outcomes of performances in events such as the performance of a specific player in a sports event or the performance of a company stock in a given time frame. A user can select a plurality of challenge parameters, including a time duration of a challenge; a subject matter of the challenge; a type of wager for the challenge; a specific player for the challenge; and a wager amount for the challenge. The plurality of challenge parameters can be transmitted to a matching engine in order to match the challenge to one or more target users based upon a comparison of the challenge parameters to a plurality of historical challenge parameters for each of the target users to find common parameters. A casino or sports bookmaker can also accept the challenge as a house player.